Issue 7, 2006
From the journal:

Organic & Biomolecular Chemistry

Asymmetric allylation of aryl aldehydes: studies on the scope and mechanism of the palladium catalysed diethylzinc mediated umpolung using phosphoramidite ligands†

Gareth P. Howell,a   Adriaan J. Minnaard*a  and  Ben L. Feringa*a  

* Corresponding authors

a Department of Organic and Molecular Inorganic Chemistry, Stratingh Institute, University of Groningen, Nijenborgh 4, AG, Groningen, The Netherlands
E-mail: B.L.Feringa@rug.nl
Fax: +31 50 363 4296
Tel: +31 50 363 4235

Abstract

Using modular, monodentate phosphoramidite ligands, enantioselective palladium catalysed diethylzinc mediated allylation of aldehydes was achieved. The scope of the asymmetric C–C bond formation was investigated with respect to nucleophilic and electrophilic components and an alternative reaction mechanism is proposed based on our findings.

Graphical abstract: Asymmetric allylation of aryl aldehydes: studies on the scope and mechanism of the palladium catalysed diethylzinc mediated umpolung using phosphoramidite ligands

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Article information

DOI
https://doi.org/10.1039/B518165H
Article type
Paper
Submitted
21 Dec 2005
Accepted
01 Feb 2006
First published
17 Feb 2006

Org. Biomol. Chem., 2006,4, 1278-1283

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Asymmetric allylation of aryl aldehydes: studies on the scope and mechanism of the palladium catalysed diethylzinc mediated umpolung using phosphoramidite ligands

G. P. Howell, A. J. Minnaard and B. L. Feringa, Org. Biomol. Chem., 2006, 4, 1278 DOI: 10.1039/B518165H

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